(2R,3S,4R,5R,6S)-6-(((2R,3S,4R,5R,6R)-4-acetoxy-6-(allyloxy)-5-(1,3-dioxoisoindolin-2-yl)-2-((S)-((4-methoxybenzyl)oxy)methyl-d)tetrahydro-2H-pyran-3-yl)oxy)-2-(acetoxymethyl)-5-(1,3-dioxoisoindolin-2-yl)tetrahydro-2H-pyran-3,4-diyl diacetate | 428499-73-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4R,5R,6S)-6-(((2R,3S,4R,5R,6R)-4-acetoxy-6-(allyloxy)-5-(1,3-dioxoisoindolin-2-yl)-2-((S)-((4-methoxybenzyl)oxy)methyl-d)tetrahydro-2H-pyran-3-yl)oxy)-2-(acetoxymethyl)-5-(1,3-dioxoisoindolin-2-yl)tetrahydro-2H-pyran-3,4-diyl diacetate
• CAS: 428499-73-4
• 化学式: C₄₇H₄₈N₂O₁₈
• 分子量: 929.893
• InChiKey: VHFMSZBXZDODIG-LRHVZXPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  67.0
• 可旋转键数：
  17.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  235.34
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R,5R,6S)-6-(((2R,3S,4R,5R,6R)-4-acetoxy-6-(allyloxy)-5-(1,3-dioxoisoindolin-2-yl)-2-((S)-((4-methoxybenzyl)oxy)methyl-d)tetrahydro-2H-pyran-3-yl)oxy)-2-(acetoxymethyl)-5-(1,3-dioxoisoindolin-2-yl)tetrahydro-2H-pyran-3,4-diyl diacetate 在 吡啶 、 sodium methylate 、 乙二胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 叔丁醇 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 正丁醇 为溶剂， 生成
  参考文献：
  名称：

  Evaluation of steric effects on the exocyclic conformations of 6-C-methyl-substituted 2-acetamido-2-deoxy-β-d-glucopyranosides

  摘要：

  Introduction of a stereodefined methyl group at the C-6 position of N-acetylglucosamine mono- and disaccharides creates a strong and predictable orientational bias on the geminal C-6 hydroxyl in solution, as determined by H-1-H-1 and C-13-H-1 NMR coupling constants. The conformational directing effect is more pronounced in the disaccharides because of the greater steric demand imposed by the neighboring glycosidic unit. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00295-6
• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5S,6R)-2-allyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester 在 盐酸 、 硼氘化钠 、 草酰氯 、 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 camphor-10-sulfonic acid 、 四丁基氟化铵 、 sodium cyanoborohydride 、 对甲苯磺酸 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 生成 (2R,3S,4R,5R,6S)-6-(((2R,3S,4R,5R,6R)-4-acetoxy-6-(allyloxy)-5-(1,3-dioxoisoindolin-2-yl)-2-((S)-((4-methoxybenzyl)oxy)methyl-d)tetrahydro-2H-pyran-3-yl)oxy)-2-(acetoxymethyl)-5-(1,3-dioxoisoindolin-2-yl)tetrahydro-2H-pyran-3,4-diyl diacetate
  参考文献：
  名称：

  Evaluation of steric effects on the exocyclic conformations of 6-C-methyl-substituted 2-acetamido-2-deoxy-β-d-glucopyranosides

  摘要：

  Introduction of a stereodefined methyl group at the C-6 position of N-acetylglucosamine mono- and disaccharides creates a strong and predictable orientational bias on the geminal C-6 hydroxyl in solution, as determined by H-1-H-1 and C-13-H-1 NMR coupling constants. The conformational directing effect is more pronounced in the disaccharides because of the greater steric demand imposed by the neighboring glycosidic unit. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(01)00295-6